Role Description LegalOn is building AI that in-house legal teams can actually trust. To do that, we need legal professionals who can evaluate AI output the way a practitioner would, both for technical accuracy and for real-world legal judgment. This is a contract role for attorneys who want to contribute directly to how legal AI gets built, and who care about getting it right. - Review and annotate legal content used to train and evaluate our AI models - Assess AI-generated contract analysis for accuracy, completeness, and legal soundness - Provide structured feedback that directly shapes model improvements - Partner with cross-functional stakeholders to improve evaluation frameworks and model performance Qualifications - Licensed attorney in good standing in at least one U.S. jurisdiction - Experience supporting commercial, corporate, or transactional legal matters - Strong analytical and written communication skills - Ability to exercise legal judgment in ambiguous or novel situations; this is not a rote review role - Interest in how AI systems reason about legal language (prior legal tech experience a plus, not a requirement) Benefits - Substantive work where your legal judgment is the product - Direct exposure to how a legal AI platform is designed and evaluated - A focused 6-month engagement with a team building in a domain you know well Company Description LegalOn is an equal opportunity employer committed to building an inclusive workplace, and we encourage applications from individuals of all backgrounds. LegalOn does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, genetic information, marital status, sexual orientation, gender identity, veteran status, or any other legally protected characteristic.

• Define and document incubator intake processes, SME consult workflows, and PoC tracking mechanisms • Write and maintain 5–10 Self-Service Playbooks for VA employees at varying technical levels • Develop and execute a Communication Plan to announce the incubator VA-wide • Facilitate requirements-gathering sessions with VA stakeholders; manage follow-through on action items • Triage intake requests and own status communications back to requesters • Conduct and document SME consults — targeting 20+ per period of performance with >4/5 satisfaction • Coordinate four AI Lab proof-of-concept efforts with measurable outcomes • Author User Satisfaction Reports for each SME consult; manage VA review/approval cycle • Track satisfaction metrics and report on incubator effectiveness

• architect the end-to-end service journeys where humans and AI agents collaborate • Design high-efficiency service blueprints that strategically deploy autonomous AI agents to automate high-volume, low-complexity tasks • Architect robust fallback and escalation mechanisms • Design intuitive, transparent AI touchpoints that overcome user skepticism • Utilize advanced GenAI synthesis and simulation tools to shrink traditional research-to-prototype design cycles by 40% • Build reusable frameworks and self-service service design toolkits

• Define and maintain a multi-year AI and automation roadmap that supports strategic goals in Stars, risk adjustment, payment accuracy, prior authorization, clinical quality, and member experience. • Partner with C-suite and senior leaders to identify and prioritize high-ROI use cases where AI and intelligent automation create durable competitive advantage. • Lead and develop a high-performing AI & Automation Engineering team. • Build, lead, and retain a diverse team of AI/ML engineers, automation engineers, and related roles, setting clear goals, expectations, and development plans. • Collaborate with Product, Data Engineering, Clinical Operations, Finance, Compliance, and Security to translate business requirements into technical solutions and track realized value. • Regularly communicate AI and automation strategy, progress, and ROI to senior executives and governance bodies. • Work with Legal, Compliance, and Privacy to ensure all AI and automation solutions meet CMS, HIPAA, and internal governance standards. • Own the operating budget for AI & Automation Engineering, including cloud spend, third-party platforms, and external partners. • Fulfill supervisory responsibilities in accordance with organization policies and applicable laws, including interviewing, hiring, training, and appraising performance.